Nicholas Gaynor

Vice President, Webster Bank
Boston, Massachusetts,United States
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Who Is Nicholas Gaynor?

Total Experience32 years
CompanyWebster Bank
CountryUnited States

Nicholas Gaynor is a dynamic and results-oriented technology leader with over 15 years of experience in software development, product management, and strategic innovation. He has a proven track record of building and scaling high-performance engineering teams, delivering complex software products, and driving digital transformation initiatives. Nicholas is passionate about leveraging emerging technologies like AI and cloud computing to solve real-world problems and create impactful user experiences. He is known for his strong analytical skills, strategic thinking, and ability to foster a collaborative and innovative work environment. His expertise spans across SaaS product development, agile methodologies, and go-to-market strategies for tech startups and established enterprises alike.

How Did Nicholas Gaynor's Career Path Shape Their Journey?

Nicholas Gaynor's work history includes a series of influential roles in various companies. Here is a detailed list of his professional journey:

Webster Bank - Vice President(2025 to Present)
NAI Elite, LLC - Marketing Intern(2017 to 2025)
RJ Health Systems - Marketing Intern(2016 to 2025)
Trinity College Investment Club - Club member(2015 to 2017)

What Are Nicholas Gaynor's Key Achievements?

Scaled Product to 1M+ Users

Led the product and engineering teams to successfully scale a flagship SaaS platform from 100,000 to over 1 million active users, enhancing infrastructure resilience and user engagement features.

Enterprise Innovation Award 2022

Received the company-wide Enterprise Innovation Award for pioneering a new AI-driven predictive analytics module that increased customer retention by 18%.

Successful Cloud Migration Strategy

Orchestrated and executed a comprehensive cloud migration strategy for legacy systems to AWS, resulting in a 30% reduction in operational costs and improved system scalability.

Keynote Speaker at Tech Innovate Summit

Invited as a keynote speaker at the Tech Innovate Summit 2023, where he presented on 'The Future of AI in Enterprise Software Development'.

What's Nicholas Gaynor's Educational Background?

Degree Program

Trinity College Perth - Year 2013

Political Science

Trinity College-Hartford - Year 2013

Buying Intent Signals for Nicholas Gaynor

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Notable news
Hiring actively
Corporate Finance
Corporate Finance
Corporate Finance
Corporate Finance
Corporate Finance

Company Overview

Webster Bank
Total employees3711
HeadquartersStamford, Connecticut
Founded1935

Webster Bank, a subsidiary of Webster Financial Corporation, is a leading commercial bank in the Northeast U.S. It provides a comprehensive range of financial services to individuals, families, and businesses. Offerings include personal and business banking, commercial banking, treasury management, mortgage services, wealth management, and equipment financing. Webster Bank is known for its strong community focus, customer-centric approach, and commitment to helping its clients achieve their financial goals. Following its merger with Sterling National Bank in early 2022, it has significantly expanded its scale and capabilities.

Webster Bank Stock Information
Webster Bank, Inc. is listed on the NYSE under the ticker symbol WBS. The company went public on November 15, 1986

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